Look at this enamine:
Which of the following sequence converts benzaldehyde into the given enamine?
1: Oxidation with Cr(VI) compound
2: reaction with pyrrolidine with pH control; acid catalyst
3: MeMgBr followed by H3O+
3; 1; 2
From benzaldehyde, somehow use the sequence to get to acetophenone. From there
it is just imine formation using pyrrolidine.
Now, get the methy phenyl ketone to react with pyrrolidine with acid catalyst and pH control: