diff --git a/packages/opencode/src/session/prompt.ts b/packages/opencode/src/session/prompt.ts
index 22fe4d81cd40..f1f80adb39c9 100644
--- a/packages/opencode/src/session/prompt.ts
+++ b/packages/opencode/src/session/prompt.ts
@@ -1438,7 +1438,12 @@ export const layer = Layer.effect(
               instruction.system().pipe(Effect.orDie),
               MessageV2.toModelMessagesEffect(msgs, model),
             ])
-            const system = [...env, ...instructions, ...(skills ? [skills] : [])]
+            // Cache-friendly order: place stable instructions/skills first so byte 0 of
+            // the assembled system payload is invariant across sessions, days, and users.
+            // The env block (which contains a per-session datetime, per-project cwd, and
+            // per-agent model id) goes at the tail so it cannot defeat prefix-cache hits
+            // on the upstream model. See anomalyco/opencode#20110, anomalyco/opencode#5224.
+            const system = [...instructions, ...(skills ? [skills] : []), ...env]
             const format = lastUser.format ?? { type: "text" as const }
             if (format.type === "json_schema") system.push(STRUCTURED_OUTPUT_SYSTEM_PROMPT)
             const result = yield* handle.process({
diff --git a/packages/opencode/src/session/system.ts b/packages/opencode/src/session/system.ts
index 06c71fa7dbdd..abd4b0108a95 100644
--- a/packages/opencode/src/session/system.ts
+++ b/packages/opencode/src/session/system.ts
@@ -49,7 +49,7 @@ export const layer = Layer.effect(
         const ctx = yield* InstanceState.context
         return [
           [
-            `You are powered by the model named ${model.api.id}. The exact model ID is ${model.providerID}/${model.api.id}`,
+            `\nYou are powered by the model named ${model.api.id}. The exact model ID is ${model.providerID}/${model.api.id}`,
             `Here is some useful information about the environment you are running in:`,
             `<env>`,
             `  Working directory: ${ctx.directory}`,
diff --git a/packages/opencode/test/session/prompt.test.ts b/packages/opencode/test/session/prompt.test.ts
index 4c4647457814..adbbe911c36d 100644
--- a/packages/opencode/test/session/prompt.test.ts
+++ b/packages/opencode/test/session/prompt.test.ts
@@ -1,6 +1,7 @@
+import { readFileSync } from "fs"
 import { NodeFileSystem } from "@effect/platform-node"
 import { FetchHttpClient } from "effect/unstable/http"
-import { expect } from "bun:test"
+import { expect, test } from "bun:test"
 import { Cause, Deferred, Duration, Effect, Exit, Fiber, Layer } from "effect"
 import path from "path"
 import { fileURLToPath, pathToFileURL } from "url"
@@ -2343,3 +2344,44 @@ noLLMServer.instance(
     }),
   30_000,
 )
+
+test("session/prompt: source assembles system array with env at tail for cache stability", () => {
+  // Enforce that the assembled `system` array in runLoop puts the volatile
+  // env block (cwd, datetime, platform, model id) at the END so byte 0 of
+  // the system payload is invariant across sessions, days, and users.
+  // This enables exact-prefix cache reuse on every provider opencode targets.
+  // Related: anomalyco/opencode#20110, anomalyco/opencode#5224.
+  const source = readFileSync(
+    path.resolve(__dirname, "../../src/session/prompt.ts"),
+    "utf8",
+  )
+  const match = source.match(
+    /const system = \[\.\.\.(\w+),\s*\.\.\.\(skills \? \[skills\] : \[\]\),\s*\.\.\.(\w+)\]/,
+  )
+  expect(match).not.toBeNull()
+  expect(match![1]).toBe("instructions")
+  expect(match![2]).toBe("env")
+})
+
+test("session/prompt: env block leads with \\n so the skills/env seam is a blank line", () => {
+  // The env block string returned by SystemPrompt.environment() must start
+  // with "\n" so that when request.ts joins the system array with "\n", the
+  // seam between </available_skills> and the env preamble becomes "\n\n"
+  // (a blank line). This makes the byte sequence at the boundary canonical
+  // and stable, enabling downstream prefix-cache hit rate to match what the
+  // LiteLLM opencode_reorder hook previously achieved server-side.
+  //
+  // We assert on the source of system.ts: the template-literal that opens
+  // the environment block must start with "\n" (a leading newline).
+  // Related: anomalyco/opencode#20110, anomalyco/opencode#5224.
+  const source = readFileSync(
+    path.resolve(__dirname, "../../src/session/system.ts"),
+    "utf8",
+  )
+  // The environment() function builds the env string via a .join("\n") on an
+  // array. The first element of that array must be `"\nYou are powered by..."
+  // (i.e. the literal starts with a newline escape or a backtick-newline).
+  // We match the template literal opening that starts the env block string.
+  const match = source.match(/`\\nYou are powered by the model/)
+  expect(match).not.toBeNull()
+})