This trophy can be achieved as early as the first level. (Teenies in Trouble -> Once upon a Time.) Only seconds into the level, there will be a pair of enemies with shields at the bottom of a hill. After seeing you descend down the hill, they will raise their shields above their head to protect themselves.
Jump on top of their shield and wait until they attempt to punch you. (It took me 5 seconds.) Immediately after attempting to punch you, (regardless of whether they make contact or not,) the trophy should pop.