Sergi Duran defeated Carlos Castellanos 6-3 6-4 in the Spain 5 Masters 3 semi-final on clay. The upset overturned the form book — Carlos Castellanos came in leading the head-to-head 1–0. Sergi Duran claimed a first win over Carlos Castellanos in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1998-05-08 | Spain 5 Masters 2 | R16 | clay | Carlos Castellanos | 2-6 6-4 6-3 |