Cook the cheese tortellini according to the directions on the package, drain, and let cool.
Once the tortellini is cooled, add it to a small bowl and pour in the light Italian dressing. Mix, cover, and refrigerate for at least 1 hour, or overnight.
Drain the cheese tortellini and discard the Italian dressing.
Assemble the skewers by adding the cherry tomato, two pieces of mozzarella cheese, fresh basil, two turkey pepperoni, and one cheese tortellini.