As for all Telltale games, you can import your save from the first season, which affects how the story goes in the 2nd season.
If you're after completing this achievement ASAP, open the spoiler. If you are after enjoying the story without spoiler, just continue playing as you would and this will eventually unlock.
Things might be a little different for you as choices affect how the story goes. *** Spoiler - click to reveal ***You will start in a conversation with your friends. A fanboy (Radar) will appear and you will walk into Beacontown together. It is all conversation in which the choices don't really matter. When you get control of Jesse keep walking away from the screen. First another fanboy will want you to make a statue for him. Randomly place some (at least 1) blocks after you've mined them and say the statue is finished. After that, keep walking away from the screen again. Another short conversation after which you will need to feed a dog. Again start walking after that. Then walk to the far right towards the mines and chapter 1 will be finished.