The description for this achievement is incorrect, for this achievement you only need to play 100 rounds of Versus mode. I would suggest loading up Versus > Classic
Lives: 1 Life
Time: 1 Minute
Versus type: Free for All
Rounds: None (Setting rounds to 5 DID NOT
give me more progress)
Now, you can either play or let the AI kill you.
Simply rinse and repeat for 100 rounds, and you will also get progress towards: