A man starts running from point P at 11:00 a.m. with a speed of 10 km/hr. He runs for 2 hours and then takes a 1 hour rest. He continues this till he is caught by another man who starts at 2:00 p.m. from point P and runs non-stop at a speed of 15 km/hr towards the first man. At what time (in p.m.) will the first man be caught?

By 2 p.m., first man covers 20 km (2 hours running). After 2 p.m., first man runs from 2-3 p.m. (10 km), rests from 3-4 p.m., then cycle repeats. Second man starts at 2 p.m. at 15 km/hr. Relative speed = 5 km/hr. Gap at 2 p.m. = 20 km. Gap closes to 10 km by 3 p.m. From 3-4 p.m., second continues at 15 km/hr while first rests, so gap closes completely. Catch time = 4:40 p.m.