I took a much different approach from the solutions manual. My synthesis:
1) H2 and Lindlar's catalyst to stop at the alkene.
2) Oxidative cleavage to form benzoic acid. Works here because we have a benzylic hydrogen.
3) Addition of excess allyl alcohol with catalytic concentration of acid and heat. A Fischer esterification step.
This is also one fewer step than what my solution's manual has. The solutions manual went up to the acid chloride and down to the ester, which is a nice step (avoids the heat). Does mine also work on paper?