diff --git a/scripts/build/deps/webkit.ts b/scripts/build/deps/webkit.ts
index 3a03ee0ca8c..c940da88ecf 100644
--- a/scripts/build/deps/webkit.ts
+++ b/scripts/build/deps/webkit.ts
@@ -3,7 +3,7 @@
  * for local mode. Override via `--webkit-version=<hash>` to test a branch.
  * From https://github.com/oven-sh/WebKit releases.
  */
-export const WEBKIT_VERSION = "88b2f7a2159c913f7dd0d73c0e88d66138cd67ba";
+export const WEBKIT_VERSION = "5488984d20e0dbfe4be2c3ba8fb18eb81a5e0e8b";
 
 /**
  * WebKit (JavaScriptCore) — the JS engine.
diff --git a/test/regression/issue/30493.test.ts b/test/regression/issue/30493.test.ts
new file mode 100644
index 00000000000..7b358066611
--- /dev/null
+++ b/test/regression/issue/30493.test.ts
@@ -0,0 +1,51 @@
+// https://github.com/oven-sh/bun/issues/30493
+//
+// `require()` of an ESM module whose graph contains a diamond dependency
+// through a barrel deadlocked (release) / aborted on `ASSERTION FAILED:
+// m_status == Status::Fetching` at ModuleRegistryEntry.cpp:254 (debug).
+// Regressed by the require(esm) sync-replay path; same root cause as
+// #30281 — `moduleRegistryModuleSettled` fired twice for the same entry
+// when `hostLoadImportedModule`'s synchronous-replay branch had already
+// driven `fetchComplete` inline while a stale normal-queue reaction was
+// still pending. Fix: oven-sh/WebKit#225.
+//
+// This is the dependency-free reduction of #30281; it subsumes the
+// react + MUI repro from #30283.
+
+import { expect, test } from "bun:test";
+import { bunEnv, bunExe, normalizeBunSnapshot, tempDir } from "harness";
+
+test("require() of ESM with diamond dependency through barrel does not deadlock", async () => {
+  using dir = tempDir("issue-30493", {
+    // shared.js: imports a synthetic builtin so its fetch goes through
+    // the normal microtask queue *before* the require(esm) entry point
+    // switches to synchronous draining — that ordering is what leaves a
+    // stale ModuleRegistryModuleSettled reaction queued. `path.posix.sep`
+    // so the snapshot is platform-stable.
+    "shared.js": `import path from 'path';\nexport const SHARED = path.posix.sep;\n`,
+    "barrel.js": `import { SHARED } from './shared.js';\nexport { SHARED };\nexport const BARREL = 'barrel';\n`,
+    "a.js": `import { SHARED } from './barrel.js';\nexport default function a() { return SHARED; }\n`,
+    "b.js": `import { BARREL } from './barrel.js';\nexport default function b() { return BARREL; }\n`,
+    "app.js": `import a from './a.js';\nimport b from './b.js';\nimport { SHARED } from './shared.js';\nexport default { a: a(), b: b(), shared: SHARED };\n`,
+    "entry.js": `const mod = require('./app.js');\nconsole.log(JSON.stringify(mod.default));\n`,
+  });
+
+  await using proc = Bun.spawn({
+    cmd: [bunExe(), "entry.js"],
+    cwd: String(dir),
+    env: bunEnv,
+    stdout: "pipe",
+    stderr: "pipe",
+    // Before the fix: release builds deadlock indefinitely; debug builds
+    // abort. Bound the subprocess so the assertions below show a clear
+    // failure instead of the test itself timing out.
+    timeout: 10_000,
+  });
+
+  const [stdout, stderr, exitCode] = await Promise.all([proc.stdout.text(), proc.stderr.text(), proc.exited]);
+
+  expect(normalizeBunSnapshot(stdout, dir)).toMatchInlineSnapshot(`"{"a":"/","b":"barrel","shared":"/"}"`);
+  // null ⇒ exited on its own; non-null ⇒ killed by the spawn timeout (deadlocked).
+  expect(proc.signalCode).toBeNull();
+  expect(exitCode).toBe(0);
+}, 30_000);