Complete the following reactions with appropriate structures of products/reagents:
From the options, choose one that can replace the question marks in the above scheme.
Only major products can be considered.
A is the final product; B gives the reagent/conditions/solvent for the first part.
In the first step - observe how the cyclohexanone structure has been “retained”. Further - there is α−β unsaturation on a carbonyl. This should remind you of aldol condensation elimination. Since the blueprint of the cyclohexanone is undisturbed, it is the enol/enolate provider!
Clearly, that leaves us with the unenolizable benzaldehyde.
In the above reaction, we get cyclohexanone to react with benzaldehyde in the presence of a strong base like NaOEt in EtOH.
As shown in this reaction, the LiAlH4 reduces only the carbonyl, which becomes an alcohol on reduction plus workup.