Alicia Pillay defeated Anca Anastasiu 6-3 6-3 in the Benoni 2 5K round of 16 on hard. The upset overturned the form book — Anca Anastasiu came in leading the head-to-head 1–0. Alicia Pillay claimed a first win over Anca Anastasiu in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2000-06-05 | Pretoria 10K | SF | hard | Anca Anastasiu | 7-5 6-2 |