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This is what Toni/Dallas had to say in a radio interview at RFF about the lost passports and money:

How the pouch was lost:
Dallas was in the cab coming from the Roadblock. His battery for the sound mike required changing and therefore production undid the pouch to change the battery.
Dallas then changed taxis. He was in the second taxi for 20-30 minutes. He then went to the hotel where they had spent the previos night in order to get some help from the concierge. It was at that point when he went to pay the taxi that he realized he no longer had the pouch.

The Long Walk to the pitstop:
Toni and Dallas consciously took the Metro knowing that they should be in a taxi but knowing they did not have enough moneythey expected a 30 minute penalty. They were surprised when they were told to go back. It was at that point however, they were told that cameras were not allowed on the Metro after 3PM, so they made a 2 hour walk back, where they met Phil and were eliminated. Production told them that at that point they were only 30 minutes behind Ken/Tina

Regarding the lost Passports:
The passports were returned to the Embassy late that same night, presumably by the taxi-driver.
The next morning, when Toni/Dallas called the Embassy, they were told the passports had been turned into the Embassy but by that time it was too late for them to catch the flight in time in order to join the other teams at the Final Mat in Portland.