Anna Bielen Zarska defeated Magdalena Kucerova 2-6 6-3 6-3 in the Oporto 25K qualifying round on clay. The upset overturned the form book — Magdalena Kucerova came in leading the head-to-head 1–0. Anna Bielen Zarska claimed a first win over Magdalena Kucerova in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1999-09-13 | Otocec 25K | R16 | clay | Magdalena Kucerova | 6-4 7-6 |