You can easily get this trophy in the "The Winds of Strange" level, the second level in Toad Story. A ways into the level you will notice a row of wind-gliding toads that are elevated away from danger.
Instead of charging them, hang back and let Murphy (your little green side-kick) line up and prepare to cut the string keeping it grounded. Press
once he's ready, and stand back. The parachute will break on the vines above it, forcing the toad to fall on the vines below it.
There are three (3) toads in a row at this particular part of the level. In order to get the trophy, you can suicide-dive into the vines and restart at just before you arrive at the first elevating toad. (Dying does not effect the count.) Do this as many times as needed to get the trophy.