This achievement requires you to complete the first mission "Big Smoke".
You will begin the game with a cutscene, after it, you will be left in Ballas territory. Get on the bicycle, and ride it to CJ's house. Get off the bicycle and enter the house to begin yet another cutscene, named Big Smoke. You enter a car and drive to the next cutscene, named Sweet & Kendl. For some apparent reason, this achievement only unlocks after you complete Sweet & Kendl, not Big Smoke. After the cutscene, get on the bicycle and follow Sweet. Be aware that a Ballas car will try to hit you and shoot you, the way I avoided this was to stick close to Sweet and leave it alone. You will get another cutscene, but now Sweet splits up, and you have to follow Ryder. Again, the Ballas car will come back again. Once you arrive at Grove Street, the mission will end after the cutscene, and you will earn:
Here is a video guide.
Credits for the video to GTA Series Video (
https://www.youtube.com/channel/UCuWcjpKbIDAbZfHoru1toFg)