N Vijay Sundar Prashanth advanced when Rupesh Roy retired 6-2 2-0 in the India F6 round of 32. N Vijay Sundar Prashanth claimed a first win over Rupesh Roy in three meetings, narrowing the head-to-head to 2–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2010-03-29 | India F3 | R16 | hard | Rupesh Roy | 7-6(4) 6-3 |
| 2010-03-15 | India F1 | SF | hard | Rupesh Roy | 6-2 6-4 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.