1992 Mustang hatchback (with shelby engine) vs 2000 Pontiac Trans Am?
I wouldn't bet on either of them because the 'Stang is 19 years old and the Trans Am is 11 years old. Both are probably high mileage vehicles. A Shelby engine does not guarantee a win unless it is new or low mileage, same for the TA.
If you are thinking about drag racing on the road, DON'T. It can get you (and others) killed.