Yakuza 5 Remastered

This is a substory called "The Comedian Hopeful", which unlocks at the start of Part 3, Chapter 2. You can find it by the save point on the north eastern part of the map. While you need to successfully complete the routine in order to finish the substory, you don't need to be successful in order to unlock the achievement.

So if you just want the achievement, just press random buttons. If you want to finish the substory, you need good timing and CyricZ's answer key: https://gamefaqs.gamespot.com/ps4/239457-yakuza-5-remastered...