Thanks for the quick reply. My biggest question regarding the method you have addressed is whether the tautomerization of the cyclohexanone to its enol form will provide a stable enough compound to react via allylic free radical halogenation. Also, how do you feel about the other method? Every step seems correct with the possible exception of the hydroboration of the conjugated diene. I can find nothing indicating if this will work in the manner shown. The professor has acknowledged that there may be several correct syntheses. Any help you can provide will be greatly appreciated.
