Rahul Dravid fell shortly before lunch as India were 56 for two at the break on day four of the first Test against Australia.
The tourists started the day needing a record-breaking 493 runs for an unlikely triumph and had frustrated Australia during the morning session.
Dravid had amassed 16 runs during a slow innings for India before Andrew Symonds' off-spin turned in to strike the 34-year-old in line with off stump to make a crucial breakthrough for Australia.
At lunch, VVS Laxman was unbeaten on 21 while Sachin Tendulkar was on two for India, who still need a daunting 443 to secure victory.
Earlier, Adam Gilchrist took a catch off Brett Lee to dismiss Wasim Jaffer for 15 for his 396 wicket.
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