Srinath Prahlad defeated Vijay Kannan 3-6 6-1 7-6 in the India Masters 2 semi-final on hard. The result followed the form book — Srinath Prahlad came in leading the head-to-head 1–0. Srinath Prahlad extended the head-to-head to 2–0.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1999-10-16 | India 2 Masters 1 | R16 | hard | Srinath Prahlad | 7-5 6-3 |