Radhika Tulpule defeated Anna Nefedova 6-3 6-2 in the Mumbai 1 5K round of 32 on hard. The upset overturned the form book — Anna Nefedova came in leading the head-to-head 2–0, but Radhika Tulpule had been the form player, winning 1 of their last 5 on hard. Radhika Tulpule claimed a first win over Anna Nefedova in three meetings, narrowing the head-to-head to 2–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1999-12-13 | New Delhi 25K | R32 | grass | Anna Nefedova | 7-6 2-6 6-1 |
| 1999-04-17 | Mumbai 3 5K | QF | hard | Anna Nefedova | 6-2 6-4 |