How could the following synthesis be accomplished?

Question

Quizplus · Accepted Answer

The molecule in question contains a terminal alkene, so we need a reaction that can create a double bond. Option A involves the reaction with SOCl2 followed by magnesium and an unknown reagent, which is unlikely to form a double bond. Option B involves lithium and copper, which can lead to elimination, but the subsequent reaction with KMnO4 would oxidize the alkene back to a carbonyl group. Option D is incorrect since there is only one correct answer. Option E is incorrect since there is a feasible synthetic route using Option C: first, the terminal alkene can be converted to a terminal alkyl bromide using PBr3. Then, we can react this bromide with Mg and ether to create the corresponding Grignard reagent. Adding the unknown reagent from the question stem to the Grignard will lead to alcohol formation (HSO3CH3), and subsequent treatment with PCC will oxidize the alcohol to the terminal alkene.

How Could the Following Synthesis Be Accomplished