diff --git a/plugins/woocommerce-admin/tests/api-init.php b/plugins/woocommerce-admin/tests/api-init.php
new file mode 100644
index 00000000000..5e196af6961
--- /dev/null
+++ b/plugins/woocommerce-admin/tests/api-init.php
@@ -0,0 +1,85 @@
+<?php
+/**
+ * REST API Init Class Test
+ *
+ * @package WooCommerce\Tests\API
+ * @since 3.5.0
+ */
+
+/**
+ * Class WC_Tests_API_Init
+ */
+class WC_Tests_API_Init extends WC_REST_Unit_Test_Case {
+	/**
+	 * Set up.
+	 */
+	public function setUp() {
+		parent::setUp();
+		$this->queue = new WC_Admin_Test_Action_Queue();
+		WC_Admin_Api_Init::set_queue( $this->queue );
+	}
+
+	/**
+	 * Tear down.
+	 */
+	public function tearDown() {
+		parent::tearDown();
+		WC_Admin_Api_Init::set_queue( null );
+		$this->queue->actions = array();
+	}
+
+	/**
+	 * Cause a failure when updating order stats for the test order, without deleting it.
+	 *
+	 * @param string $query Query.
+	 * @return string
+	 */
+	public function filter_order_query( $query ) {
+		if (
+			0 === strpos( $query, 'REPLACE INTO' ) &&
+			false !== strpos( $query, WC_Admin_Reports_Orders_Stats_Data_Store::TABLE_NAME )
+		) {
+			remove_filter( 'query', array( $this, 'filter_order_query' ) );
+			return 'THIS WONT MATCH';
+		}
+
+		return $query;
+	}
+
+	/**
+	 * Test that a retry job is scheduled for a failed sync.
+	 *
+	 * @return void
+	 */
+	public function test_order_sync_retries_on_failure() {
+		// Create a test Order.
+		$product = new WC_Product_Simple();
+		$product->set_name( 'Test Product' );
+		$product->set_regular_price( 25 );
+		$product->save();
+
+		$order = WC_Helper_Order::create_order( 1, $product );
+		$order->set_status( 'completed' );
+		$order->set_total( 100 ); // $25 x 4.
+		$order->save();
+
+		// Clear the existing action queue (the above save adds an action).
+		$this->queue->actions = array();
+
+		// Force a failure by sabotaging the query run after retreiving order coupons.
+		add_filter( 'query', array( $this, 'filter_order_query' ) );
+
+		// Initiate sync.
+		WC_Admin_Api_Init::orders_lookup_process_order( $order->get_id() );
+
+		// Verify that a retry job was scheduled.
+		$this->assertCount( 1, $this->queue->actions );
+		$this->assertArraySubset(
+			array(
+				'hook' => WC_Admin_Api_Init::SINGLE_ORDER_ACTION,
+				'args' => array( $order->get_id() ),
+			),
+			$this->queue->actions[0]
+		);
+	}
+}