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There are 21 clues with the answer 'PAULANKA'
# CLUE
1.
Canadian singersongwriter whose hits include 1957's Diana (4,4)
2.
'50s-'70s singer with 12 Billboard Top 10 hits
3.
"Diana" singer (two words)
4.
Diana singer who wrote the English lyrics to My Way (4,4)
5.
Canadian singer-songwriter whose hits include 1957's Diana (4,4)
6.
Ottawa-born Eso Beso singer (4,4)
7.
ACTRESS IN HAVANA
8.
He was a teen singing icon in the 50s and 60s, wrote the lyrics for Sinatra's My Way and sang a duet with Lisa Simpson in The Simpsons episode, Treehouse of Horror VI (4,4)
9.
He was a teen singing icon in the 50s and 60s, wrote the lyrics for Sinatra's My Way and sang a duet
10.
Co-writer of Michael Jackson's posthumous hit "This Is It"
11.
Singer from Ottawa
12.
Johnny Carson's co-writer of his "Tonight Show" theme song
13.
His first hit song was "Diana"
14.
'Lonely Boy' singer
15.
"She's a Lady" songwriter
16.
"Puppy Love" singer
17.
"Lonely Boy" singer
18.
"Diana" singer
19.
"(You're) Having My Baby" singer
20.
Singer/songwriter whose hits include 1957's Diana (4,4)
21.
Crooner in the Canadian Music Hall of Fame