After you leave the first village, you'll come across an apple farm. It's not far from the second village in the game.
Break into the farmhouse. You can enter through any window... just smash your way in with the spin attack. Once inside, climb the rope up to attic area. Smash the crates and collect the money.
Some guides say you need to talk to the farmer, but I think you can just walk up to him to get his attention. If not, attacking him should do the trick, and he'll scold you for being a thief and follow you. Lead him up to the second floor and over to the balcony at the front of the house. Position yourself behind him and spin attack until he falls off the balcony.
Once he's outside, continue attacking him and maneuver him over to the large crushing device (I assume it's for crushing apples). It's to your right as you exit the farmhouse. When the farmer is positioned inside, switch to first person mode and use the zapfly thing to shoot the control panel. The trophy will pop as soon as you crush the farmer.