Iris Khanna defeated Anastasia Grymalska 7-5 2-6 7-6 in the San Severo 10K round of 16 on clay. The upset overturned the form book — Anastasia Grymalska came in leading the head-to-head 1–0. Iris Khanna claimed a first win over Anastasia Grymalska in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2009-07-06 | Imola 10K | R32 | carpet | Anastasia Grymalska | 4-6 6-4 6-3 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.