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fix(providers): carry tool-call history into the gemini-web prompt - #14374

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diegosouzapw merged 6 commits into
cheaper-inference:release/v3.8.51from
sxh313:fix/gemini-web-tool-call-history
Sep 29, 2026
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diegosouzapw merged 6 commits into
cheaper-inference:release/v3.8.51from
sxh313:fix/gemini-web-tool-call-history

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@sxh313

@sxh313 sxh313 commented Sep 21, 2026 •

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Summary

buildGeminiToolPrompt() now renders the turns before the current one — including the assistant's tool call and the matching role: "tool" result — instead of keeping only the system text plus the last user message. Refs #14368.

Motivation

gemini-web has no native message array: everything is flattened into one text box, so that prompt string is the only history the model ever sees. In tool mode the builder dropped it, keeping every system message (the client's own instructions plus the synthetic tool contract appended last by prepareToolMessages(), per #13380) and the final user message only.

The reporter's trace is exact and reproduces: with the client sending user -> assistant.tool_calls -> tool -> user, the text typed into Gemini Web contained the tool contract and the new ask but neither the call nor its result, so Gemini had no evidence the tool had run and re-issued the same call under fresh ids — five times in that session, ending in a truncated tool block returned to the client as ordinary assistant text. This diverged from the no-tools path, which already emits a labeled transcript via buildGeminiPrompt().

What changed

open-sse/executors/gemini-web.ts, inside buildGeminiToolPrompt() only:

  • walks the messages before the last user turn and renders, in order: User: ... / Assistant: ... for text turns, Assistant requested tool [id]: name(arguments) for each tool_calls entry, and Tool result [tool_call_id]: ... for tool turns;
  • emits them under Previous conversation: with the current ask under Current user message:, the same labels the no-tools builder already uses, so the two paths now agree;
  • keeps the single-turn output byte-for-byte what it was — with no prior turns the function returns exactly the previous concatenation, which is what the feat(providers): tool calling for claude-web / gemini-web — extend the webTools emulation shim (#2820 never covered these two) #7286 tests pin;
  • widens the parameter type with optional tool_calls / tool_call_id instead of casting, and adds no any (the file's two pre-existing no-explicit-any hits are unchanged and still frozen at config/quality/eslint-suppressions.json:112-116).

Rendered for the issue's own history, after the change:

TOOL CONTRACT

Previous conversation:
User: What is in the catalog?

Assistant requested tool [call_1]: lookup_catalog({})

Tool result [call_1]: ["Item A","Item B"]

Current user message:
And the cheapest one?

How it was found and tested

New test tests/unit/gemini-web-tool-history-14368.test.ts, using the same import style as tests/unit/gemini-web-tool-calling-7286.test.ts (the pure builder, no Playwright mock needed). Two cases: the issue's suggested regression #1 (call and result present, in order, tied by the call id, with the contract intact), and the single-turn shapes asserted as exact strings so the fix cannot change the case #7286 guards.

# before the change
$ node --import tsx/esm --test tests/unit/gemini-web-tool-history-14368.test.ts
ℹ tests 2  ℹ pass 1  ℹ fail 1
  AssertionError [ERR_ASSERTION]: the original ask must still be there

$ node --import tsx/esm --test tests/unit/gemini-web-tool-history-14368.test.ts   # after
ℹ tests 2  ℹ pass 2  ℹ fail 0

# every gemini-web suite in the repo (55 tests), incl. #7286 tool calling,
# #13380 system-message retention and #8371 multi-turn context
ℹ tests 55  ℹ pass 55  ℹ fail 0

$ npx prettier --check open-sse/executors/gemini-web.ts tests/unit/gemini-web-tool-history-14368.test.ts
All matched files use Prettier code style!
$ npx eslint <those two files>
# test file: clean. executor file: the 2 pre-existing no-explicit-any hits,
# which is exactly the frozen count in config/quality/eslint-suppressions.json.
$ git commit   # husky pre-commit ran: [t11:any-budget] PASS, [tracked-artifacts] OK

Base: release/v3.8.51 at 06f1df9d7 (the repo default and highest active release/v*), developed in its own worktree under .claude/worktrees/ per Hard Rule #19 with .husky/_ copied in so the gates actually run.

Deliberately not done

Migrations, feature flags, generated artifacts

A changelog fragment was added to this branch after I re-read CONTRIBUTING.md line 409: user-facing changes ship a file under the changelog directory rather than editing CHANGELOG.md, so this PR now carries one. It is the only addition beyond the fix and its test.

None. One exported pure function plus its test file.

CI-only validation still pending

npm run typecheck:core, npm run lint, npm run test:unit, npm run test:vitest, the coverage ratchet and the ecosystem jobs run on the PR; locally I ran every gemini-web suite plus the focused lint and format gates above.

buildGeminiToolPrompt() kept only the system messages plus the last user turn, so
the assistant's tool call and its role:"tool" result never reached Gemini Web. The
model had no evidence the tool had run and re-issued the same call under fresh ids
until the client's tool-loop limit stopped it (cheaper-inference#14368). Render the prior turns under
the same "Previous conversation:" labels the no-tools path already uses, and keep the
single-turn output byte-identical so the cheaper-inference#7286 guards still hold.

Closes cheaper-inference#14368
@formilw

formilw commented Sep 22, 2026

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Thanks for picking this up. I checked the current head against the exact post-tool request from #14368, and this PR still drops the tool call and result in the standard OpenAI agent loop.

The normal continuation request ends with the tool result and has no new user turn:

user -> assistant.tool_calls -> tool

However, the new builder finds the last user and renders only:

effectiveMessages.slice(0, lastUserIdx)

Both assistant.tool_calls and role: "tool" are after that index, so they are excluded. Running the current PR code through the real prepareToolMessages() followed by buildGeminiToolPrompt() produced a prompt containing the system/tool contract and the original user question, but no lookup_catalog({}), call_1, or tool result. The original repeated-tool loop can therefore still happen.

The new regression test does not catch this because it adds another user message after the tool result:

user -> assistant.tool_calls -> tool -> user: "And the cheapest one?"

That is a later follow-up question, not the automatic model continuation after a tool execution.

Could you add the exact no-trailing-user regression and adjust the boundary accordingly? At minimum this should pass:

const prompt = buildGeminiToolPrompt([
  { role: "system", content: "TOOL CONTRACT" },
  { role: "user", content: "What is in the catalog?" },
  {
    role: "assistant",
    content: null,
    tool_calls: [
      {
        id: "call_1",
        type: "function",
        function: { name: "lookup_catalog", arguments: "{}" },
      },
    ],
  },
  {
    role: "tool",
    tool_call_id: "call_1",
    content: '["Item A","Item B"]',
  },
]);

assert.match(prompt, /lookup_catalog\(\{\}\)/);
assert.match(prompt, /Tool result \[call_1\]/);
assert.match(prompt, /Item A/);

A robust split probably needs to distinguish two cases:

  • the final conversational turn is user: treat it as the current ask and render the earlier turns as history;
  • the final conversational turn is tool: render the entire user -> assistant.tool_calls -> tool exchange and explicitly continue from that completed result.

There are also parts of #14368 this PR deliberately does not cover: an incomplete <tool> block is still returned as a successful ordinary assistant response, and there is no executor-level two-step regression proving one tool execution is followed by a final answer. Temporary Chat is a companion improvement rather than the root fix, so it can reasonably remain separate, but this PR should not close #14368 until the no-trailing-user post-tool flow works.

buildGeminiToolPrompt() rendered effectiveMessages.slice(0, lastUserIdx), so a
tool round that ends the conversation — system, user, assistant(tool_calls),
tool — dropped the call and its result, the exact evidence cheaper-inference#14368 was about.
Skip only the current ask instead and render everything else in index order;
the single-turn shapes cheaper-inference#7286 pins stay byte-identical.
@sxh313

sxh313 commented Sep 22, 2026

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@formilw your repro is exact, and you are right about both halves. Fixed in 1a0ac58.

slice(0, lastUserIdx) cut the transcript at the last user message — which is precisely where a completed tool round does not end. A client that received a tool result and asks nothing new sends system, user, assistant(tool_calls), tool, so the call and its result both sat after the boundary and were dropped: the #14368 loop survived in the shape it occurs most often. My test passed only because I appended a trailing user turn, as you said.

The boundary is now the current ask itself — render every message except lastUserIdx, in index order. The single-turn paths still hit the early return, because for [system, user] the loop yields nothing.

Measured with node --import tsx/esm --test:

  • Added your no-trailing-user case first, and it failed before any source change with exactly the collapse you predicted:
    AssertionError: The input did not match /lookup_catalog\(\{\}\)/. Input: 'TOOL CONTRACT\n\nWhat is in the catalog?'
    — both the call and ["Item A","Item B"] gone.
  • After the change: 12/12 pass across gemini-web-tool-history-14368.test.ts + gemini-web-tool-calling-7286.test.ts, including the two feat(providers): tool calling for claude-web / gemini-web — extend the webTools emulation shim (#2820 never covered these two) #7286 byte-equality guards ("TOOL CONTRACT HERE\n\nwhat's the weather in Paris?" and "hello").
  • 40/40 pass in the rest of the adapter (gemini-web, -capabilities-9356, -cookie-rotation-7676, -image-retirement, -missing-browser-3516, -multiturn-context-8371). The no-tools builder buildGeminiPrompt is a separate function and this diff does not touch it; those runs pin that nothing leaked into it.

The new test is your snippet plus two ordering assertions: the call line precedes its Tool result [call_1], and the ask is not duplicated into the transcript (it ends Current user message:\nWhat is in the catalog?).

@sxh313

sxh313 commented Sep 22, 2026

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@diegosouzapw could you approve the workflows for 1a0ac586f when convenient? Only semgrep-cloud-platform/scan ran on this head — the rest are still held at action_required, same as #14340 before you unblocked it. Note release/v3.8.51 has been base-red since ~10:20Z today (inventory in #14496, and you confirmed the same on #14340), so some reds on this head may be in files this diff never touches; I have not changed anything to work around them.

@diegosouzapw

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Thanks — the bug is real and the rendering format you chose is right (labeled
Assistant requested tool [id] / Tool result [id] matches what buildGeminiPrompt already does
for the no-tools path, and it won't be mistaken for user text). But this doesn't yet fix the case in
the issue, and I'd rather flag it now than after a merge.

I replicated your function body and fed it the exact array from the issue's Steps to Reproduce —
user → assistant.tool_calls → tool, with no trailing user turn, which is the normal
agentic-loop shape — and the output was byte-identical to the bug:
"TOOL CONTRACT\n\nWhat is in the catalog?", with neither the call nor the result. The reason is
effectiveMessages.slice(0, lastUserIdx): in a post-tool turn the tool result sits after the last
user message, so it's excluded and the function hits the prior.length === 0 early return. Your
test passes because it adds a trailing "And the cheapest one?" turn — and that is exactly the turn
where Gemini re-calls the tool, so the failing path stays uncovered.

Could you extend the slice to include the assistant/tool turns after lastUserIdx (or key the
boundary on the last non-tool-protocol turn instead) and add a case using the issue's literal
message array with no trailing user turn? Two smaller things while you're in there: please change
Closes #14368 to Refs #14368 — our default branch is the release branch, so Closes auto-closes
the issue, and that bit us elsewhere today — and drop the ⚠️ base-red inherited: #13866 note, since
#13866 was closed yesterday. Also worth a push once rebased: only semgrep has run on this branch
so far, so nothing else has actually been validated.

@sxh313

sxh313 commented Sep 22, 2026

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The slice(0, lastUserIdx) body you replicated was f2c23811c. 1a0ac586f (pushed 12:31Z, before your comment landed) replaced the slice with a loop over every index except lastUserIdx, so the tool round that follows the ask is kept, and the test case you asked for is the first one in tests/unit/gemini-web-tool-history-14368.test.ts — no trailing user turn.

Re-ran it just now by slicing the function verbatim out of open-sse/executors/gemini-web.ts and feeding it your exact array (system, user, assistant.tool_calls, tool, nothing after the result):

TOOL CONTRACT

Previous conversation:
Assistant requested tool [call_1]: lookup_catalog({})

Tool result [call_1]: ["Item A","Item B"]

Current user message:
What is in the catalog?

so neither prior.length === 0 nor the old early return is reachable for that shape anymore. The single-turn case still renders exactly TOOL CONTRACT\n\nWhat is in the catalog?, which is what the #7286 guards pin.

Both smaller asks are done: the description now says Refs #14368, and the #13866 base-red note is removed. Branch also merged origin/release/v3.8.51 (652c4f363, 102 commits) with no conflicts in gemini-web.ts or the test, pushed as 24977ef37 — so the workflows you approve will now run against a current base.

@sxh313

sxh313 commented Sep 25, 2026

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@.babysit/or_14374_reply.md

@sxh313

sxh313 commented Sep 25, 2026

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Reposting the intended reply: comment #5837403165 in this thread is an unsubstituted placeholder path (@.babysit/or_14374_reply.md), not the text. Leaving that comment as-is rather than editing it, the same way this account handled the identical slip elsewhere; the real reply follows.

@diegosouzapw your read was right: slice(0, lastUserIdx) excludes the tool round, because in a
post-tool turn the assistant(tool_calls) and role: "tool" messages sit after the last user
message. Head 4a108fba53 moves the boundary to "every index except the current ask":

const lastUserIdx = effectiveMessages.map((m) => m.role).lastIndexOf("user");
...
for (const [index, m] of effectiveMessages.entries()) {
  if (index === lastUserIdx) continue; // rendered below as the current ask

I re-ran your literal array (system, user, assistant(tool_calls), tool, no trailing user turn)
against the function sliced verbatim from open-sse/executors/gemini-web.ts at each ref, executed
with node --experimental-strip-types:

  • base a1baae7b0a → "TOOL CONTRACT\n\nWhat is in the catalog?" — byte-identical to the string you
    reported, so the replication agrees with yours.
  • head 4a108fba53 →
TOOL CONTRACT

Previous conversation:
Assistant requested tool [call_abc123]: list_products({"category":"all"})

Tool result [call_abc123]: [{"sku":"A1","price":9},{"sku":"B2","price":4}]

Current user message:
What is in the catalog?

Both branches are covered in tests/unit/gemini-web-tool-history-14368.test.ts: the no-trailing-user
case above is its own test (a tool continuation with no trailing user turn is still rendered), the
trailing-user case stays covered, and the single-turn path is pinned byte-for-byte to the pre-existing
shape so #7286's expectation is untouched.

Your two smaller asks are already in the tree: the description says Refs #14368, not Closes, and
the ⚠️ base-red inherited: #13866 note is gone.

On validation, you are still right and nothing has changed since: actions/runs?head_sha=4a108fba53
returns zero workflow runs, so the only completed check on this head is semgrep (success) plus two
neutral Mergify entries. I cannot clear that from this account — approving/holding Actions needs a
permission this contributor does not have.

@sxh313

sxh313 commented Sep 26, 2026

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Correction first: my comment #5837403165 in this thread landed as the literal 27-character text @.babysit/or_14374_reply.md — gh api does not expand an @path argument, so no body was posted there. This is the intended reply, re-checked just now.

All four asks are on the branch now — head 4a108fba5 (a merge of release/v3.8.51 into the PR branch, no history rewrite).

The real defect you found. You were right that my slice was wrong: effectiveMessages.slice(0, lastUserIdx) excluded everything after the last user message, and in the normal agentic shape (system, user, assistant(tool_calls), tool) the call and its result are what comes after. So the function fell into the prior.length === 0 early return and produced byte-identical output to the bug report. The boundary is now the current ask itself, keyed by index, with every other turn rendered in order — the assistant text, its tool_calls, and the matching tool result with its tool_call_id.

The test you asked for. tests/unit/gemini-web-tool-history-14368.test.ts now carries three cases:

Body. Closes #14368 → Refs #14368, and the inherited base-red note is gone. Understood on the release-branch default — a Closes keyword here would have closed the issue on a merge that may never land.

One thing I have to flag rather than claim: nothing has validated these two test cases yet. Re-checked at 03:55Z today, commits/4a108fba/check-runs is still exactly semgrep-cloud-platform/scan (success, 2026-09-24T02:41:14Z) plus the two Mergify entries, and status is pending with zero statuses — so the workflow run still needs approval on your side. And I cannot close that gap locally on this machine: a full npm install for this repo does not complete here, so node --import tsx/esm --test tests/unit/gemini-web-tool-history-14368.test.ts has no tsx to resolve, and a bare node --test dies on the @/shared path aliases. I am stating that instead of implying a green run I did not observe — a maintainer-approved run on this head would settle it, and I will follow up on whatever it reports.

@diegosouzapw
diegosouzapw merged commit 827306f into cheaper-inference:release/v3.8.51 Sep 29, 2026
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