diff --git a/crates/oxc_transformer_plugins/src/replace_global_defines.rs b/crates/oxc_transformer_plugins/src/replace_global_defines.rs
index ec6def011c653..83d25ecb9c098 100644
--- a/crates/oxc_transformer_plugins/src/replace_global_defines.rs
+++ b/crates/oxc_transformer_plugins/src/replace_global_defines.rs
@@ -473,6 +473,11 @@ impl<'a> ReplaceGlobalDefines<'a> {
         meta_define: &MetaPropertyDefine,
         member: &StaticMemberExpression<'a>,
     ) -> bool {
+        enum WildCardStatus {
+            None,
+            Pending,
+            Matched,
+        }
         if meta_define.parts.is_empty() && meta_define.postfix_wildcard {
             match &member.object {
                 Expression::MetaProperty(meta) => {
@@ -488,6 +493,11 @@ impl<'a> ReplaceGlobalDefines<'a> {
         let mut is_full_match = true;
         let mut i = meta_define.parts.len() - 1;
         let mut has_matched_part = false;
+        let mut wildcard_status = if meta_define.postfix_wildcard {
+            WildCardStatus::Pending
+        } else {
+            WildCardStatus::None
+        };
         loop {
             let part = &meta_define.parts[i];
             let matched = cur_part_name.as_str() == part;
@@ -501,10 +511,15 @@ impl<'a> ReplaceGlobalDefines<'a> {
                 // import.res.meta.env // should not matched
                 // ```
                 // So we use has_matched_part to track if any part has matched.
-
-                if !meta_define.postfix_wildcard || has_matched_part {
+                // `None` means there is no postfix wildcard defined, so any part not matched should return false
+                // `Matched` means there is a postfix wildcard defined, and already matched a part, so any further
+                // not matched part should return false
+                if matches!(wildcard_status, WildCardStatus::None | WildCardStatus::Matched)
+                    || has_matched_part
+                {
                     return false;
                 }
+                wildcard_status = WildCardStatus::Matched;
             }
 
             current_part_member_expression = if let Some(member) = current_part_member_expression {
diff --git a/crates/oxc_transformer_plugins/tests/integrations/replace_global_defines.rs b/crates/oxc_transformer_plugins/tests/integrations/replace_global_defines.rs
index c478145695b0b..14ae55d2c1d89 100644
--- a/crates/oxc_transformer_plugins/tests/integrations/replace_global_defines.rs
+++ b/crates/oxc_transformer_plugins/tests/integrations/replace_global_defines.rs
@@ -122,9 +122,10 @@ fn dot_with_postfix_mixed() {
         ("import.meta", "1"),
     ]);
     test("foo(import.meta.env.result)", "foo(void 0)", &config);
-    test("foo(import.meta.env.result.many.nested)", "foo(void 0)", &config);
+    test("foo(import.meta.env.result.many.nested)", "foo((void 0).many.nested)", &config);
     test("foo(import.meta.env)", "foo(env)", &config);
     test("foo(import.meta.somethingelse)", "foo(metaProperty)", &config);
+    test("foo(import.meta.somethingelse.nested.one)", "foo(metaProperty.nested.one)", &config);
     test("foo(import.meta)", "foo(1)", &config);
 }