I ran into the same problem last week. (and for those who are quickly dismissive -- 'o conf init urllist' did _not_ do anything)
It turned out that Apple's 2009-01 security update breaks CPAN because they insert an outdated IO.bundle. See the previous link for information on how to fix it.
In reply to Re: Problems With CPAN
by jhourcle
in thread Problems With CPAN
by robertwhittaker
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