Ronald Dueller defeated Luben Pampoulov 3-6 6-4 7-6 in the Egypt F1 round of 16 on clay. The upset overturned the form book — Luben Pampoulov came in leading the head-to-head 1–0. Ronald Dueller claimed a first win over Luben Pampoulov in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1999-08-16 | Slovak Republic Masters 3 | R16 | clay | Luben Pampoulov | 2-6 6-3 6-2 |