Karolina Jovanovic defeated Dalia Zafirova 6-2 6-0 in the Prokuplje 10K round of 32 on clay. The upset overturned the form book — Dalia Zafirova came in leading the head-to-head 1–0. Karolina Jovanovic claimed a first win over Dalia Zafirova in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2009-08-31 | Brcko 10K | QF | clay | Dalia Zafirova | 2-6 6-0 6-1 |