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use Win32::CtrlGUI;
...

my $window = Win32::CtrlGUI::wait_for_window(qr/$filename/);
$window->send_keys("^p{2}{ENTER}!fx");

use Win32::CtrlGUI;

$file = 'Untitled-1.pdf';
...
$window2->send_keys("{ENTER}");

$window->send_keys("!f{1}x");