Perl 5.10.1 introduced a one-line change in Cwd.pm that broke debugging on Windows which may be the same issue you're having, see: https://rt.cpan.org/Public/Bug/Display.html?id=56225

In reply to Re^3: Eclipse / EPIC / Win32, Debugger Problems / perl5db.pl did not return a true value, Perl 5.10.1 by Garen
in thread Eclipse / EPIC / Win32, Debugger Problems / perl5db.pl did not return a true value, Perl 5.10.1 by vifo

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