diff --git a/src/agents/pi-embedded-runner/anthropic-stream-wrappers.cache-retention.test.ts b/src/agents/pi-embedded-runner/anthropic-stream-wrappers.cache-retention.test.ts
new file mode 100644
index 00000000000..38a54a6d044
--- /dev/null
+++ b/src/agents/pi-embedded-runner/anthropic-stream-wrappers.cache-retention.test.ts
@@ -0,0 +1,36 @@
+import { describe, expect, it } from "vitest";
+import { resolveCacheRetention } from "./anthropic-stream-wrappers.js";
+
+describe("resolveCacheRetention", () => {
+  it("returns 'short' by default for anthropic provider", () => {
+    expect(resolveCacheRetention(undefined, "anthropic")).toBe("short");
+  });
+
+  it("returns 'short' by default for cloudflare-ai-gateway provider", () => {
+    expect(resolveCacheRetention(undefined, "cloudflare-ai-gateway")).toBe("short");
+  });
+
+  it("returns undefined for unrelated providers", () => {
+    expect(resolveCacheRetention(undefined, "openai")).toBeUndefined();
+    expect(resolveCacheRetention(undefined, "openrouter")).toBeUndefined();
+  });
+
+  it("returns explicit cacheRetention for cloudflare-ai-gateway", () => {
+    expect(resolveCacheRetention({ cacheRetention: "long" }, "cloudflare-ai-gateway")).toBe("long");
+    expect(resolveCacheRetention({ cacheRetention: "none" }, "cloudflare-ai-gateway")).toBe("none");
+  });
+
+  it("returns undefined for amazon-bedrock without explicit override", () => {
+    expect(resolveCacheRetention(undefined, "amazon-bedrock")).toBeUndefined();
+  });
+
+  it("returns explicit cacheRetention for amazon-bedrock when overridden", () => {
+    expect(resolveCacheRetention({ cacheRetention: "short" }, "amazon-bedrock")).toBe("short");
+  });
+
+  it("maps legacy cacheControlTtl values", () => {
+    expect(resolveCacheRetention({ cacheControlTtl: "5m" }, "anthropic")).toBe("short");
+    expect(resolveCacheRetention({ cacheControlTtl: "1h" }, "anthropic")).toBe("long");
+    expect(resolveCacheRetention({ cacheControlTtl: "5m" }, "cloudflare-ai-gateway")).toBe("short");
+  });
+});
diff --git a/src/agents/pi-embedded-runner/anthropic-stream-wrappers.ts b/src/agents/pi-embedded-runner/anthropic-stream-wrappers.ts
index 511b70d280d..f789ea43872 100644
--- a/src/agents/pi-embedded-runner/anthropic-stream-wrappers.ts
+++ b/src/agents/pi-embedded-runner/anthropic-stream-wrappers.ts
@@ -212,11 +212,14 @@ export function resolveCacheRetention(
   provider: string,
 ): CacheRetention | undefined {
   const isAnthropicDirect = provider === "anthropic";
+  // Cloudflare AI Gateway proxies the Anthropic Messages API and passes
+  // cache_control through, so treat it like direct Anthropic (#46709).
+  const isCloudflareAnthropicProxy = provider === "cloudflare-ai-gateway";
   const hasBedrockOverride =
     extraParams?.cacheRetention !== undefined || extraParams?.cacheControlTtl !== undefined;
   const isAnthropicBedrock = provider === "amazon-bedrock" && hasBedrockOverride;
 
-  if (!isAnthropicDirect && !isAnthropicBedrock) {
+  if (!isAnthropicDirect && !isCloudflareAnthropicProxy && !isAnthropicBedrock) {
     return undefined;
   }
 
@@ -233,7 +236,7 @@ export function resolveCacheRetention(
     return "long";
   }
 
-  return isAnthropicDirect ? "short" : undefined;
+  return isAnthropicDirect || isCloudflareAnthropicProxy ? "short" : undefined;
 }
 
 export function resolveAnthropicBetas(