Identify the major product of the following reaction:

Step-by-step solution

The given reaction is a solvolysis in aqueous acetone, which proceeds via an S_ N 1 mechanism. The leaving group I⁻ departs, generating a secondary carbocation on the cyclopentane ring. This initial carbocation can undergo a 1,2-hydride shift from either of the adjacent carbon atoms. A hydride shift from the carbon bearing the p-methoxyphenyl group generates a benzylic carbocation that is highly stabilized by the strong +M (electron-donating) effect of the methoxy group. A hydride shift from the carbon bearing the