This achievement is very doable in the second race of the game (not including all of the intro races). The hardest part of the achievement is keeping all of the cars in the race together. If first place get's to far ahead or last place drops to far behind you have no chance. Make sure to keep taking out first place until just before the last lap now stop completely and let last place over take you. Once last place is past and onto his last lap go all out with your best driving skills to get past everyone and finish the race in first. Your achievement should now pop.
If you would like a guide for this achievement I have posted my video guide below.