Radka Pelikanova defeated Syna Schreiber 6-3 7-6 in the Darmstadt 25K round of 16 on clay. The upset overturned the form book — Syna Schreiber came in leading the head-to-head 1–0. Radka Pelikanova claimed a first win over Syna Schreiber in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1999-05-24 | Warsaw 25K | R32 | clay | Syna Schreiber | 6-3 6-2 |