Leandro Rosa defeated Antonio Prieto 7-5 6-2 in the Brazil F4 round of 16 on clay. The upset overturned the form book — Antonio Prieto came in leading the head-to-head 1–0. Leandro Rosa claimed a first win over Antonio Prieto in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1996-11-16 | Brazil 5 Masters 2 | R32 | clay | Antonio Prieto | 7-6 6-3 |