Updated: Misread original question. Updated code.
Is it possible? Yes. Here is one way to do it. (Perl/Tk. May need to adapt it for your particular GUI)
use warnings;
use strict;
use Tk;
my %w;
$w{mw} = MainWindow->new;
my $col = 0;
for my $cb ( 1 .. 5 ) {
$w{cb}{$cb} = $w{mw}->Checkbutton(
-text => $cb,
)->grid(
-row => 0,
-column => $col++
)
}
$w{cba} = $w{mw}->Checkbutton(
-text => 'All',
-command => sub{ for ( values %{$w{cb}} ) { $w{cba}->{'Value'} ? $
+_->select : $_->deselect } },
)->grid(
-row => 0,
-column => $col++
);
MainLoop;