The fastest way to earn this is straight from the main game hub. You can also enter a game show and this will be one of the games you play. Just make sure you're against the computer and not another player or guest profile.
It's random who goes first and I actually find going second has its advantages as you get to knock the first players piece around, hopefully getting more points for you and less for them. When playing against the computer I try my best, but sometimes lose. If you're having trouble try to keep your pieces up front so when they hit yours you end up in the circle and they are still outside or on low scoring spaces.