Lenka Cenkova defeated Rosa Maria Andres Rodriguez 6-1 6-0 in the Valladolid 25K round of 16 on hard. The upset overturned the form book — Rosa Maria Andres Rodriguez came in leading the head-to-head 1–0. Lenka Cenkova claimed a first win over Rosa Maria Andres Rodriguez in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2000-06-26 | Orbetello 25K | R16 | clay | Rosa Maria Andres Rodriguez | 4-6 6-0 6-1 |