Complex sentence: She then won her first WTA Tour level match when she defeated Alla Kudryavtseva in straight sets to advance to the second round, th first time she reached TOP 300 on WTA rankings.
Split into simpler sentences: She then won her first ever WTA Tour level match when she defeated Alla Kudryavtseva in straight sets to advance to the 2nd round. First time she reached TOP 300 on WTA rankings.