Answer:
Work done will be more in the case where it moves a few feet and comes to a stop.
Step-by-step explanation:
When we apply some force on the skateboard to give it velocity then net work done on the skateboard is given as

here we know that
= work done by us to move the skate board
= work done against friction
since here in both cases we applied same force on both skateboards but in first case the change in kinetic energy is small as it is moving across the room while in other case the change will be more as it stops after some distance
so here work done will be more in other case where skateboard will stop after some distance